Phosphonodithioformates as heterodienophiles:: synthesis of (3,6-dihydro-2H-thiopyran-2-yl)phosphonates

被引：32

作者：

Heuzé, B

Gasparova, R

Heras, M

Masson, S

机构：

[1] Univ Caen, ISMRA, Lab Chim Mol & Thioorgan, F-14050 Caen, France

[2] CNRS, F-14050 Caen, France

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 38期

关键词：

dithioester; phosphonate; thiocarbonyl; hetero Diels Alder; thiopyran;

D O I：

10.1016/S0040-4039(00)01221-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phosphonodithioformates are shown to be good heterodienophiles in [4+2] cycloadditions with open chain and cyclic dienes. Lewis acids efficiently catalyze this hetero Diels-Alder reaction and a selective radical desulfanylation of the cycloadducts using Bu3SnH leads to new (3,6-dihydro-2H-thiopyran-2-yl) phosphonates. (C) 2000 Elsevier Science Ltd. All rights reserved.

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收藏

页码：7327 / 7331

页数：5

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